8β,11β,12α-17-Phenyl-18,19,20-trinor-PGE2 compounds

ABSTRACT

This invention is a group of 8-β, 12-α-PG 2  (prostaglandin-type) analogs having variable chain length, or methyl or phenyl substitution in the hydroxy-substituted side-chain, and processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, and labor inducement at term.

CROSS REFERENCE TO RELATED APPLICATIONS

This is a division of application Ser. No. 374,405, filed June 28, 1973,which is a continuation-in-part of my copending application Ser. No.289,317 filed Sept. 15, 1972, now abandoned.

The present invention relates to prostaglandin analogs, for which theessential material constituting a disclosure thereof is incorporated byreference here from Ser. No. 518,436, filed Oct. 29, 1974, now U.S. Pat.No. 3,969,396.

I claim:
 1. An optically active compound of the formula ##SPC1##WhereinR₄, R₅, and R₇ are hydrogen or methyl, being the same or different;Wherein R₁₃ is hydrogen, alkyl of 1 to 12 carbon atoms, inclusive,cycloalkyl of 3 to 10 carbon atoms, inclusive, aralkyl of 7 to 12 carbonatoms, inclusive, phenyl, or phenyl substituted with 1, 2, or 3 chloroor alkyl of 1 to 4 carbon atoms, inclusive; and Wherein s is zero, 1, 2,or 3;Including the lower alkanoates thereof, and the pharmacologicallyacceptable salts thereof when R₁₃ is hydrogen. 2.17-(P-CHLOROPHENYL)-18,19,20-TRINOR-8β,11.beta.,12α-PGE₂, a compoundaccording to claim
 1. 3.17-(P-CHLOROPHENYL)-18,19,20-TRINOR-8β,11β,12α-PGE₂, methyl ester, acompound according to claim
 1. 4.17-Phenyl-18,19,20-trinor-8β,11β,12α-PGE₂, a compound according toclaim
 1. 5. 17-Phenyl-18,19,20-trinor-8β,11β,12α-PGE₂, methyl ester, acompound according to claim
 1. 6. An optically active compound of theformula ##SPC2##Wherein R₄, R₅, and R₇ are hydrogen or methyl, being thesame or different; Wherein R₁₃ is hydrogen, alkyl of 1 to 12 carbonatoms, inclusive, cycloalkyl of 3 to 10 carbon atoms, inclusive, aralkylof 7 to 12 carbon atoms, inclusive, phenyl, or phenyl substituted with1, 2, or 3 chloro or alkyl of 1 to 4 carbon atoms, inclusive; andWherein R₂₂ is alkyl of 1 to 4 carbon atoms, inclusive; Wherein s iszero, 1, 2, or 3;Including the lower alkanoates thereof, and thepharmacologically acceptable salts thereof when R₁₃ is hydrogen.